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  • Caribbean adventure

    • 42ft Catalina 42
    • United States
    • Checked in 1 hour ago

Carribean 2026/2027... transit from Chesapeake to Charleston to Caribbean

Cristina is terminated

New advert

I am a qualified captain with limited experience and much to learn. I am an owner-operator of a 42 ft sailing yacht (Catalina). I am seeking...

1. Watch keeping officer and 1st mate

OR

Officer trainee - a highly experienced competent crew ready to make the move to captain and ready to begin to take formal steps and undergo formal training to become a watchkeeper.

2. Rating serving as competent crew/cook/steward/deckhand or enthusiastic hardworking and flexible novice.

Both positions will aboard during fall 2026 and/or winter 2026/2027.

Tentative schedule:

October - Norfolk Virginia, preparation

November - Transit to Charleston South Carolina, oreparation

December- transit to Florida and the Bahamas, refit and final preparations

January to March - Caribbean

Duties for watch keeper/officer trainee
• Day and night watchkeeping
• Shared operational duties under authority of Capt.
• Enthusiast learner and teacher
• All deck duties
• General deck duties and routine maintenance
• Basic diesel/systems awareness
• Day and night transits
• Developing leadership skills
• Developing strong communication skills
• Demonstrated followership skills and respect for authority

Duties for Rating competent crew/cook/steward/deckhand
• Enthusiast learner
• Flexibility to perform wide range of duties
• Consistent capability to follow orders and respect authority


Requirements
• Good spoken English or Spanish
• Calm, reliable, team-oriented
• Valid passport and ability to obtain U.S. visa
• Possible offshore legs (Bahamas ?)

Details
• Uncompensated, seeking recreational cruiser
•. Reliable mile-building opportunity
•. Schedule is flexible.
• Owner-paid travel to/from boat (international ok)
• Term: 3–6 months (extendable)
• Room & board included
• Mutual shakedown / trial period
• Private yacht (not charter / not superyacht)

If interested provide work experience summary or CV. Written statement of your confidence to crew for fall in 2026. l am a retiring professor applied psychology looking to live my best life and embrace the crushing lifestyle. I have a passion for travel, new friends, and making the best of every moment.

COUPLES ARE WELCOME TO APPLY

Basic diesel knowledge is a plus. Steward experience is a plus.

FLEXIBILITY FLEXIBILITY FLEXIBILITY

TEAMWORK TEAMWORK TEAMWORK

GROWTH GROWTH GROWTH

FUN FUN FUN

show hide Position

Position

  • Crew positionCompetent Crew

  • Availability 17 Oct 2026 for the foreseeable future

  • Expenses to/from vesselPaid by skipper / boat owner

  • Expenses onboardPaid by skipper / boat owner

  • Team / SoloNot important

show hide Vessel

Vessel

  • TypeSailing Yacht

  • Make/modelCatalina 42

  • Length42 feet

  • Berth2

  • Sailing from United States , Norfolk in Charleston

  • Sailing to General (Caribbean) , Saint Vincent

  • Language spoke aboardEnglish

  • Boat descriptionPropulsion * Yanmar 4JH2E 50 hp diesel * 4,185 engine hours * excellent condition * Bruntons 3-blade folding propeller Tackle * complete re-rigging of all running, rigging (2026) * Maxwell 800 windlass * 4 2-speed winches Navigation & Electronics * Updated OpenCPN integrated suite 2026 * Raymarine ST7002 Autopilot * Autohelm Tridata display * Autohelm Wind display * Autohelm Navdata display * Autohelm Multidata display * Standard Horizon Matrix VHF with GPS and AIS receive * Garmin GPSMap 78sc handheld marine GPS * Raytheon R10 Raster Scan radar * Sony AM/FM stereo * 32" SHD smart TV Electrical System * Heart Interface Freedom 10 inverter/charger * 3 Interstate 4D batteries * 12-volt electrical panel * (1) 30-amp, 110-volt shore power inlet Galley * (2026) refrigeration system * Princess 3-burner range * Kenmore microwave * Reach-in pantry * Additional storage throughout galley * Miscellaneous kitchenware included Plumbing & HVAC * (2) Stand-alone air conditioning units * (2) Jabsco marine heads * Pressurized fresh water system * Jabsco macerator * 11-gallon hot water heater Other Equipment * charcoal grill * spare 150 Genoa (2019) * awesome boat/trained well-behaved Aussiedoodle "Storm" * professional, comprehensive tools, spares, and hardware

show hide Skipper

Skipper

  • NationalityUS

  • Age60

  • GenderMale

  • Fluent languages English
    Spanish

  • Basic knowledge of German

  • Qualifications ASA Bareboat Chartering (Intermediate Coastal Cruising)
    RYA Competent Crew

  • Sea Miles 500 - 2,500

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